Journal
ORGANIC LETTERS
Volume 17, Issue 5, Pages 1138-1141Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00046
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Funding
- National Science Council, Taiwan [NSC 100-2113-M-259-006-MY3]
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The first total synthesis of (+)-antroquinonol and (+)-antroquinonol D, two structurally unique quinonols with a sesquiterpene side chain, is described. The route features an iridium-catalyzed olefin isomerization-Claisen rearrangement reaction (ICR), lactonization, and Grubbs olefin metathesis. The requisite alpha,beta-unsaturation was achieved via the selenylation/oxidation protocol and elimination of beta-methoxy group to provide two natural products from a common intermediate.
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